Senior Team Leader, AI Engineering

Rocket Money (formerly Truebill)

Team Leader, Engineering for Rowan's next generation AI-powered personal finance assistant. Leading engineering team to develop reliable and efficient finance solutions for customers.

Posted 7/30/2026full-timeSan Francisco • California, District of Columbia, New York • 🇺🇸 United StatesSenior💰 $200,000 - $280,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates strong leadership in engineering team development, with a focus on AI applications, product quality, and effective collaboration across teams. Capable of driving projects to completion while fostering a culture of continuous improvement and technical excellence.

Highest-signal resume keywords

Engineering Team LeadershipAI Application DevelopmentProduct JudgmentWorkflow OrchestrationBackend Services Expertise

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Agentic Software DevelopmentLLM ApplicationsWorkflow OrchestrationBackend ServicesData SystemsConsumer Fintech Products

Soft Skills

Decision-MakingTeam DevelopmentCommunicationContinuous ImprovementCuriosity

Tools & Technologies

Eval FrameworksObservability ToolsHuman-in-the-Loop Workflows

Industry Keywords

Product QualityCustomer TrustTechnical ArchitectureExecution LayerPerformance Reviews

About the role

Key responsibilities & impact

Lead, develop, and grow the Rowan engineering team, setting a high bar for technical judgment, product quality, customer trust, and steady execution.
Partner with product leadership to translate Rowan’s strategy into engineering plans and shipped capabilities.
Stay close to the full Rowan experience: conversational interfaces, orchestration, memory, app surfaces, and safety models.
Help the team build agentic capabilities that do consistent, correct, and reliable work end-to-end.
Drive projects to conclusion by making decisions, clearing blockers, aligning stakeholders, and shipping high-quality work.
Build systems that make AI work dependable: eval frameworks, observability, human-in-the-loop workflows, and clear ownership.
Partner closely with Product, Design, Data, Operations, and other teams to choose the highest-leverage bets and make tradeoffs.
Create a team environment for senior engineers to stretch across product, AI, systems, operations, and trust.
Hold regular 1:1s, deliver performance reviews, and build individualized growth plans for team members.
Help raise the product bar beyond chat toward proactive, rewarding, trustworthy experiences.
Stay curious about AI engineering and help the team adopt new workflows, tools, and patterns.

Requirements

What you’ll need

Experience shipping production agentic software and a strong track record leading engineering teams, including senior ICs working in complex or ambiguous domains.
An engineer who leads engineers; able to set direction and grow people while staying close to the work.
Strong product judgment; able to reason from customer need to product experience to technical architecture.
Excited by AI as an execution layer; understand that real customer value comes from orchestration and workflows.
Hands-on or deeply practical familiarity with LLM applications, agentic systems, and workflow orchestration.
High bar for quality and trust; comfortable slowing down to ensure accuracy.
Comfortable driving outcomes in ambiguity.
Ability to explain the why, create alignment, and give engineers enough context to make good local decisions.
Tenacious learner; engaged with what is changing in AI and team workflows.
Energized by continuous improvement; notices and addresses workflow pain points.
Technical depth and range across backend services, product surfaces, data systems, or consumer fintech products.
Comfortable with urgency without being reckless.

Benefits

Comp & perks

Health, Dental & Vision Plans
Competitive Pay
401k Matching
Unlimited PTO
Lunch daily (in-office only)
Snacks & Coffee (in-office only)
Commuter benefits (in-office only)